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I don't make it that complicated. I put on khaki's of my typical colors (light brown, dark brown, dark blue, grey), put on "dress socks", put on non-tennis shoes (so nicer casual dress shoes typically), and then some kind of shirt that preferably has some amount of buttons on it. That might be a nice t-shirt with fancy threading and 3 buttons at the top, or a long-sleeve, etc. I don't do Polo type shirts any more (t-shirts with a collar, basically). The shirt choice depends on the weather. Sometimes a casual vest might go over it.Question to @CCarter @Ryuzaki you said you both dress up for work. What do you wear while working from home?
So basically, I always opt for casual-nice, but never fully dressed up in a suit or anything. This way I can pop my butt out of my chair and get in the car and go anywhere for my normal non-event stuff, and I'll always look nicer than everyone else I encounter, but not so nice that it's out-of-place.